Literature DB >> 15040747

Palladium-catalyzed arylation and heteroarylation of indolizines.

Choul-Hong Park1, Victoria Ryabova, Ilya V Seregin, Anna W Sromek, Vladimir Gevorgyan.   

Abstract

A highly effective protocol for palladium-catalyzed selective arylation and heteroarylation of indolizines at C-3 has been developed. Mechanistic studies unambiguously support an electrophilic substitution pathway for this transformation.

Entities:  

Year:  2004        PMID： 15040747      PMCID： PMC3708550          DOI： 10.1021/ol049866q

Source DB:  PubMed          Journal:  Org Lett        ISSN： 1523-7052            Impact factor:   6.005


  15 in total

1.  Isotope effects in C-H bond activation reactions by transition metals.

Authors:  William D Jones
Journal:  Acc Chem Res       Date:  2003-02       Impact factor: 22.384

2.  Double cycloisomerization as a novel and expeditious route to tricyclic heteroaromatic compounds: short and highly diastereoselective synthesis of (+/-)-tetraponerine T6.

Authors:  Joseph T Kim; Vladimir Gevorgyan
Journal:  Org Lett       Date:  2002-12-26       Impact factor: 6.005

3.  Regioselective palladium-catalyzed arylation of 2-furaldehyde.

Authors:  M S McClure; B Glover; E McSorley; A Millar; M H Osterhout; F Roschangar
Journal:  Org Lett       Date:  2001-05-31       Impact factor: 6.005

4.  Probing opioid receptor interactions with azacycloalkane amino acids. Synthesis of a potent and selective ORL1 antagonist.

Authors:  Liliane Halab; Jérôme A J Becker; Zsuzsanna Darula; Dirk Tourwé; Brigitte L Kieffer; Frédéric Simonin; William D Lubell
Journal:  J Med Chem       Date:  2002-11-21       Impact factor: 7.446

5.  A novel Cu-assisted cycloisomerization of alkynyl imines: efficient synthesis of pyrroles and pyrrole-containing heterocycles.

Authors:  A V Kel'in; A W Sromek; V Gevorgyan
Journal:  J Am Chem Soc       Date:  2001-03-07       Impact factor: 15.419

6.  Palladium-catalyzed regioselective arylation of imidazo[1,2-a]pyrimidine.

Authors:  Wenjie Li; Dorian P Nelson; Mark S Jensen; R Scott Hoerrner; Gary J Javadi; Dongwei Cai; Robert D Larsen
Journal:  Org Lett       Date:  2003-12-11       Impact factor: 6.005

7.  Selective C-arylation of free (NH)-heteroarenes via catalytic C-H bond functionalization.

Authors:  Bengü Sezen; Dalibor Sames
Journal:  J Am Chem Soc       Date:  2003-05-07       Impact factor: 15.419

8.  Diversity synthesis via C-H bond functionalization: concept-guided development of new C-arylation methods for imidazoles.

Authors:  Bengü Sezen; Dalibor Sames
Journal:  J Am Chem Soc       Date:  2003-09-03       Impact factor: 15.419

9.  Regioselective palladium-catalyzed arylation of 3-carboalkoxy furan and thiophene.

Authors:  Bobby Glover; Kimberly A Harvey; Bing Liu; Matthew J Sharp; Maria F Tymoschenko
Journal:  Org Lett       Date:  2003-02-06       Impact factor: 6.005

10.  Indolizines as novel potent inhibitors of 15-lipoxygenase.

Authors:  Lise-Lotte Gundersen; Karl E Malterud; Ayele H Negussie; Frode Rise; Solomon Teklu; Ole Benny Østby
Journal:  Bioorg Med Chem       Date:  2003-12-01       Impact factor: 3.641
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  32 in total

1.  Auxiliary-assisted palladium-catalyzed arylation and alkylation of sp2 and sp3 carbon-hydrogen bonds.

Authors:  Dmitry Shabashov; Olafs Daugulis
Journal:  J Am Chem Soc       Date:  2010-03-24       Impact factor: 15.419

Review 2.  Direct transition metal-catalyzed functionalization of heteroaromatic compounds.

Authors:  Ilya V Seregin; Vladimir Gevorgyan
Journal:  Chem Soc Rev       Date:  2007-03-05       Impact factor: 54.564

3.  Direct palladium-catalyzed alkynylation of N-fused heterocycles.

Authors:  Ilya V Seregin; Victoria Ryabova; Vladimir Gevorgyan
Journal:  J Am Chem Soc       Date:  2007-06-01       Impact factor: 15.419

4.  Copper-catalyzed arylation of heterocycle C-H bonds.

Authors:  Hien-Quang Do; Olafs Daugulis
Journal:  J Am Chem Soc       Date:  2007-09-22       Impact factor: 15.419

5.  Direct Pd-catalyzed arylation of 1,2,3-triazoles.

Authors:  Stepan Chuprakov; Natalia Chernyak; Alexander S Dudnik; Vladimir Gevorgyan
Journal:  Org Lett       Date:  2007-05-10       Impact factor: 6.005

6.  Low temperature organocopper-mediated two-component cross coupling/cycloisomerization approach toward N-fused heterocycles.

Authors:  Dmitri Chernyak; Surendra Babu Gadamsetty; Vladimir Gevorgyan
Journal:  Org Lett       Date:  2008-05-08       Impact factor: 6.005

7.  A general method for copper-catalyzed arene cross-dimerization.

Authors:  Hien-Quang Do; Olafs Daugulis
Journal:  J Am Chem Soc       Date:  2011-08-08       Impact factor: 15.419

8.  ORGANOCOPPER-MEDIATED TWO-COMPONENT SN2'-SUBSTITUTION CASCADE TOWARDS N-FUSED HETEROCYCLES.

Authors:  D Chernyak; V Gevorgyan
Journal:  Chem Heterocycl Compd (N Y)       Date:  2012-03-01       Impact factor: 1.277

9.  Investigating the dearomative rearrangement of biaryl phosphine-ligated Pd(II) complexes.

Authors:  Phillip J Milner; Thomas J Maimone; Mingjuan Su; Jiahao Chen; Peter Müller; Stephen L Buchwald
Journal:  J Am Chem Soc       Date:  2012-11-27       Impact factor: 15.419

10.  Phosphine-free palladium-catalyzed C-H bond arylation of free (N-H)-indoles and pyrroles.

Authors:  Xiang Wang; Denis V Gribkov; Dalibor Sames
Journal:  J Org Chem       Date:  2007-02-16       Impact factor: 4.354
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